Molecular structure of L-690,330, CAS Number: 142523-38-4
L-690,330 (CAS 142523-38-4)
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Alternate Names:
[1-(4-hydroxyphenoxy)-1-phosphonoethyl]phosphonic acid
Application:
L-690,330 is a potent inositol monophosphatase inhibitor
CAS Number:
142523-38-4
Purity:
≥96%
Molecular Weight:
298.12
Molecular Formula:
C8H12O8P2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
L-690,330 is a bisphosphonate inhibitor of IMPA (inositol monophosphatase). This compound is described to dose-dependently increase brain inositol(I)phosphate levels in vivo during cholinergic stimulation. The effects of L-690,330 in peripheral tissues are described to mimic those of lithium both qualitatively and quantitatively.
L-690,330 (CAS 142523-38-4) References
- hecate, a zebrafish maternal effect gene, affects dorsal organizer induction and intracellular calcium transient frequency. | Lyman Gingerich, J., et al. 2005. Dev Biol. 286: 427-39. PMID: 16154557
- The inositol trisphosphate receptor in the control of autophagy. | Criollo, A., et al. 2007. Autophagy. 3: 350-3. PMID: 17404493
- Sorting nexin 3, a protein upregulated by lithium, contains a novel phosphatidylinositol-binding sequence and mediates neurite outgrowth in N1E-115 cells. | Mizutani, R., et al. 2009. Cell Signal. 21: 1586-94. PMID: 19576982
- Lithium suppresses motility and invasivity of v-src-transformed cells by glutathione-dependent activation of phosphotyrosine phosphatases. | Néel, BD., et al. 2009. Oncogene. 28: 3246-60. PMID: 19597466
- Lithium chloride attenuates BMP-2 signaling and inhibits osteogenic differentiation through a novel WNT/GSK3- independent mechanism. | Li, J., et al. 2011. Bone. 48: 321-31. PMID: 20932949
- Chemical modulators of autophagy as biological probes and potential therapeutics. | Fleming, A., et al. 2011. Nat Chem Biol. 7: 9-17. PMID: 21164513
- Calcium signaling during the early development of medaka and zebrafish. | Webb, SE., et al. 2011. Biochimie. 93: 2112-25. PMID: 21708218
- The inositol monophosphatase inhibitor L-690,330 affects pilocarpine-behavior and the forced swim test. | Shtein, L., et al. 2013. Psychopharmacology (Berl). 227: 503-8. PMID: 23344554
- Chemical screening platforms for autophagy drug discovery to identify therapeutic candidates for Huntington's disease and other neurodegenerative disorders. | Sarkar, S. 2013. Drug Discov Today Technol. 10: e137-44. PMID: 24050242
- Ebselen has lithium-like effects on central 5-HT2A receptor function. | Antoniadou, I., et al. 2018. Br J Pharmacol. 175: 2599-2610. PMID: 29488218
- Co-crystallization of human inositol monophosphatase with the lithium mimetic L-690,330. | Kraft, L., et al. 2018. Acta Crystallogr D Struct Biol. 74: 973-978. PMID: 30289407
- Multiple molecular pathways stimulating macroautophagy protect from alpha-synuclein-induced toxicity in human neurons. | Höllerhage, M., et al. 2019. Neuropharmacology. 149: 13-26. PMID: 30731136
- Effects of L-690,488, a prodrug of the bisphosphonate inositol monophosphatase inhibitor L-690,330, on phosphatidylinositol cycle markers. | Atack, JR., et al. 1994. J Pharmacol Exp Ther. 270: 70-6. PMID: 8035344
- In vitro and in vivo inhibition of inositol monophosphatase by the bisphosphonate L-690,330. | Atack, JR., et al. 1993. J Neurochem. 60: 652-8. PMID: 8380439
- Crosstalk between the phosphatidylinositol cycle and MAP kinase signaling pathways in Xenopus mesoderm induction. | Rose, L. and Busa, WB. 1998. Dev Growth Differ. 40: 231-41. PMID: 9572365
Inhibitor of:
IMPA.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
L-690,330, 1 mg | sc-202685 | 1 mg | $47.00 | |||
L-690,330, 10 mg | sc-202685A | 10 mg | $317.00 |